Pentagastrin
Structural Formula Vector Image
Title: Pentagastrin
CAS Registry Number: 5534-95-2
CAS Name: N-[(1,1-Dimethylethoxy)carbonyl]-b-alanyl-L-tryptophyl-L-methionyl-L-a-aspartyl-L-phenylalaninamide
Additional Names: N-carboxy-b-alanyl-L-tryptophyl-L-methionyl-L-aspartylphenyl-L-alaninamide N-tert-butyl ester; N-(a-carbamoylphenethyl)-3-[2-[2-[3-(carboxyamino)propionamido]-3-indol-3-ylpropionamido]-4-(methylthio)butyramido]succinamic acid N-tert-butyl ester; N-[N-[N-[N-(N-tert-butoxycarbonyl-b-alanyl)-L-tryptophanyl]-L-methionyl]-L-aspartyl]-L-phenylalaninamide; Boc-b-Ala-Trp-Met-Asp-Phe(NH2)
Manufacturers' Codes: AY-6608; ICI-50123
Trademarks: Gastrodiagnost (Merck KGaA); Peptavlon (Ayerst)
Molecular Formula: C37H49N7O9S
Molecular Weight: 767.89
Percent Composition: C 57.87%, H 6.43%, N 12.77%, O 18.75%, S 4.18%
Literature References: Prepn: P. M. Hardy et al., BE 665591; eidem, US 3896103 (1965, 1975 to I.C.I.); Davey et al., J. Chem. Soc. C 1966, 555; Sakakibara et al., Bull. Chem. Soc. Jpn. 41, 438 (1968). Structure-function relationship studies: Morley et al., Nature 207, 1356 (1965). Formulation and pharmacological studies: Wai et al., J. Pharm. Pharmacol. 22, 923 (1970). Reviews: Makhlouf, Fed. Proc. 27, 1322 (1968); Sanders, Schimmel, Am. J. Med. 49, 380 (1970).
Properties: Fine, colorless needle-shaped crystals from 2-ethoxyethanol + water; mp 229-230° (dec). [a]D22 -28.8 ±0.5° (DMF). uv max (2N NH4OH): 280, 289 nm (e 5340, 4590). Sol in DMF, DMSO. Almost insol in water, ethanol, ether, benzene.
Melting point: mp 229-230° (dec)
Optical Rotation: [a]D22 -28.8 ±0.5° (DMF)
Absorption maximum: uv max (2N NH4OH): 280, 289 nm (e 5340, 4590)
Therap-Cat: Diagnostic aid (gastric secretion stimulant).
Keywords: Diagnostic Aid.

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